Boutique hotels in Osceola County

Find and book unique boutique hotels on Airbnb

Top-rated boutique hotels in Osceola County

Guests agree: these boutique hotels are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
A scenic view of Lake Wailes is framed by lush greenery and trees. The water reflects the blue sky dotted with fluffy white clouds. A pathway and roadside can be seen, enhancing the tranquil lakeside setting.
Hotel room in Lake Wales
4.88 out of 5 average rating, 52 reviews

Hotel-Style Suite • Lake View • Balcony • Gardens

This suite is designed to feel cleaner, a better experience, and more private than a standard hotel — with hotel-style amenities, a private entrance, gas fireplace, garden views, and a balcony. Wake up to sweeping views of Lake Wailes and the iconic Bok Tower. This serene 1BR/1BA suite sleeps 4 with two trundle beds, The unit includes everything needed for a comfortable stay. Step outside to the 4.5-mile lakeside trail or explore Bok Tower Gardens and nearby Florida attractions. Christmas decor

A spacious room featuring two large beds topped with dark bedding, complemented by bedside tables holding soft lamps. A large window provides natural light, overlooking a green space. A wooden shelving unit is positioned against one wall, enhancing storage options.
Hotel room in Kissimmee
4.65 out of 5 average rating, 74 reviews

Disney Retreat V

FREE shuttle to park This Beautiful Room is centrally located to all the fun: Disney World Theme Parks: 3.9 Miles ESPN Wide World of Sports: 5.4 Miles Universal Studios: 11 Miles Sea World: 7.5 Miles Disney Springs: 7.2 Miles Aquatica: 5.5 Miles Old Town: 1.5 Miles Medieval Times: 3.2 Miles Fun Spot America: 1.5 Miles Orlando International Premium Outlets: 13 Miles International Drive: 7.1 Miles Walmart: 1.1 Miles Aldi Supermarket: 900 Ft Publix Supermarket: 1.6 Miles CVS Pharmacy: 0.3 Miles

A modern room features two spacious beds adorned with tropical-themed bedding. Nightstands with soft lighting are positioned beside each bed, while the wall is decorated with the words 'ORLANDO OASIS' in bold letters. Light colored walls and a simple design create a bright, inviting space.
Hotel room in Kissimmee
4.75 out of 5 average rating, 68 reviews

Sunshine Retreat, few min to Disney and Universal!

This Beautiful and Modern Room is centrally located to all the fun: Courtesy Disney Shuttle Available Disney World Theme Parks: 3.9 Miles ESPN Wide World of Sports: 5.4 Miles Universal Studios: 11 Miles Sea World: 7.5 Miles Disney Springs: 7.2 Miles Aquatica: 5.5 Miles Old Town: 1.5 Miles Medieval Times: 3.2 Miles Fun Spot America: 1.5 Miles Orlando International Premium Outlets: 13 Miles International Drive: 7.1 Miles Walmart: 1.1 Miles Publix Supermarket: 1.6 Miles CVS Pharmacy: 0.3 Miles

Guest favorite
A modern sleeping area features two spacious beds positioned next to one another. Light-colored bedding contrasts with the gray walls, which are adorned with large art pieces depicting leafy patterns. A round mirror is mounted over a stylish wooden dresser, enhancing the room's design.
Hotel room in Kissimmee
4.85 out of 5 average rating, 240 reviews

Epic Portal / Free Shuttles, Parking & WiFi

DISNEY SHUTTLE, PARKING & WIFI FREE!. Modern unit with tropical accents on the second level, accessible by stairs, overlooking the garden lounge, located in a private area of ​​the condominium. Tourist area in the 192, JUST MINUTES TO PARKS, shopping centers, restaurants and other attractions. The unit is part of a recently renovated condominium, with modern design and a good taste. You will find yourself in a very welcoming environment with complimentary snacks & Disney transportation.

Superhost
Hotel room in Kissimmee

2BR + 2BA - Vacation Village at Parkway

We offer curated hotel quality units with the convenience of a private home and amenities of a world-class resort. • Just minutes from Central Florida's legendary recreational, including Disney's Magic Kingdom and Universal Studios. • Orlando International - 21 mi. • Private balcony + Full kitchen + washer and dryer on every floor • FREE PARKING + WIFI • Pools, Hot Tub, GYM and game room. • Accommodate up to 8 people. → One person in the group must be older than 21 y/o.

Guest favorite
A fenced outdoor pool area features two colorful inflatable floats, a swan and a unicorn, floating on the clear water. Surrounding the pool are several lounge chairs, and the two-story building with balcony access is visible in the background.
Hotel room in Kissimmee
4.87 out of 5 average rating, 294 reviews

Epic Place / Free Shuttle, Parking & WiFi

*FREE SHUTTLE TO DISNEY, PARKING & Wi-Fi.* Discover the perfect blend of style & comfort at this inviting second-floor through staircase, offering a serene pool view. Ideally located on Avenue 192, in the heart of a tourist district, you'll be JUST MINUTES from world-famous theme parks, a wide array of attractions, & excellent dining options. Enjoy complimentary gifts, excellent service & shuttle transportation to the parks. Book now and explore the magic of the area!!

Superhost
The exterior of a two-story hotel is shown, featuring a registration area under a blue awning. Outdoor seating is arranged on an adjoining patio, with the sunset casting a warm glow across the sky, while a colorful entertainment area is visible in the background.
Hotel room in Kissimmee
4.88 out of 5 average rating, 8 reviews

2-bedroom/2-bath suite Sleeps 10 - 2 miles to WDW

2-bedroom PRIVATE apartment suite with a full-kitchen including all cookware/utensils, and 3 TV's. This suite includes 5 beds total: 2 Kings and 3 Full-Sized beds. Sleeps up to 10 persons maximum. Also available is a great fitness center and guest laundry rooms so that you can wash/dry clothing during your stay. Wi-Fi is free and fast. You can pick up keys easily as our Front desk staff is on-site 24-hours per day and speaks English, Spanish, and Portuguese.

Superhost
The exterior of a hotel is presented, showcasing a two-story building with a welcoming reception area. Tables and chairs are arranged outside, providing a space for guests to relax. A vibrant sunset is visible in the background, adding a warm glow to the scene.
Hotel room in Kissimmee
5 out of 5 average rating, 3 reviews

2-bedroom/2-bath suite Sleeps 12 - Near Disney

2-bedroom PRIVATE apartment suite with a full-kitchen including all cookware/utensils, and 3 TV's. This suite includes 6 beds total: 2 Kings and 4 Full-Sized beds. Sleeps up to 12 persons maximum. Also available is a great fitness center and guest laundry rooms so that you can wash/dry clothing during your stay. Wi-Fi is free and fast. You can pick up keys easily as our Front desk staff is on-site 24-hours per day and speaks English, Spanish, and Portuguese.

Hotel room in Kissimmee
New place to stay

Near Disney! Hotel Room w/ King Bed & Balcony

Experience comfort and convenience in this Hotel Room at Silver Lake Resort in Kissimmee, Florida. Perfect for couples or solo travelers, this room features a king-size bed with premium bedding, a microwave, refrigerator, and flat-screen TV. Step out onto your private balcony, or relax after a day at Walt Disney World. Guests can also enjoy access to resort amenities including a swimming pool, hot tub, fitness center, and on-site dining options.

Superhost
The exterior of a two-story building is presented, featuring a large blue sign reading 'Celebration Suites.' An awning overhangs the registration area, with greenery visible at the entrance. A paved parking area is shown, indicating a spacious and accessible entrance.
Hotel room in Kissimmee
4.8 out of 5 average rating, 5 reviews

3-Bedrooms /Sleeps 12 Persons 2 miles from Disney

6 beds! 1 Queen and 5 Full Sized beds in a 1,200 square foot private apartment. Located only 2 miles from Disney World and walking distance to Old Town (URL HIDDEN) and Fun Spot America. Walking distance to Denny's, Walgreens, Logan's Steakhouse, Dunkin' Donuts, 7-11, Mcdonalds, Burger King, and we have an onsite cafe with great lattes and espresso! This huge suite includes a FULL Kitchen and FREE Parking and FREE Wi-Fi!

Guest favorite
The entrance to the hotel is highlighted, featuring a welcoming registration area under an awning. Outdoor seating with tables and chairs is present, with a colorful sunset visible in the background. The building showcases a two-story design with bright blue accents.
Hotel room in Kissimmee
4.96 out of 5 average rating, 46 reviews

Celebration Suites - 2 Miles from Disney - For 2

1-bedroom PRIVATE apartment suite with a full kitchen including all cookware/utensils, and 2 TVs in this suite in total. The room includes 1 king-sized bed. We also offer a great fitness center and guest laundry rooms so you can wash/dry clothing. You can pick up keys easily as our Front desk staff is on-site 24-hours per day and speaks English, Spanish, and Portuguese.

Superhost
A large swimming pool is surrounded by tall palm trees and spacious buildings featuring colorful facades. Lounge chairs are arranged around the pool area, with umbrellas providing shade. Guests can be seen enjoying the water and relaxing in the inviting environment.
Hotel room in Kissimmee

Beautiful apartament - Vacation Village at Parkway

Luxurius suites in Kissimmee just minutes from Orlando's theme parks, restaurants and outlets. At the resort, you can relax in one of 7 heated pools or 7 hot tubs, meander through 3 natures trails, or kick back at 22 barbecue grills in the resort's picnic areas. The resort also has a fitness center, children's playground and shuttle service to the theme parks!

Popular amenities for Osceola County boutique hotels

Destinations to explore